2-Amino-6-Chloropyrazine → 2-Chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine

HRID 34819

반응식

HRID 34819 반응식
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[F:9][C:10]([F:16])([F:15])[CH2:11][N:12]=[C:13]=[S:14]>C(#N)C>[F:9][C:10]([F:16])([F:15])[CH2:11][NH:12][C:13](=[S:14])[NH:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1

참가 물질

4

반응물 2

HCID 1184582-Amino-6-ChloropyrazineHCID 138837771,1,1-Trifluoro-2-isothiocyanatoethane2회

생성물 1

HCID 544834192-Chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine수율 36.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 2-amino-6-chloropyrazine (1 g.) in warm acetonitrile (15 ml.) was cooled to room temperature. Trifluoroethylisothiocyanate (1.6 g.) was added and the mixture stirred overnight. Further trifluoroethylisothiocyanate (1.6 g.) was added, and the mixture warmed gently on a steam bath for 2 hours, then heated under reflux for 2 hours. The mixture was allowed to cool and evaporated to dryness to yield a brown solid. This was washed with water, 2N HCl solution, water again, and sucked dry. Recrystallisation from boiling toluene diluted with petroleum ether (b.p. 60°-80°) yielded colourless needles (0.77 g.) of 2-[3-(2,2,2-trifluoroethyl)thioureido]-6-chloropyrazine m.p. 170°-172°.

후처리

  1. temperaturethe mixture warmed gently on a steam bath for 2 hours
  2. temperatureheated
  3. temperatureunder reflux for 2 hours
  4. temperatureto cool
  5. customevaporated to dryness
  6. customto yield a brown solid
  7. washThis was washed with water, 2N HCl solution, water again
  8. customsucked dry
  9. customRecrystallisation
  10. additiondiluted with petroleum ether (b.p. 60°-80°)

출처 및 근거

ORD 기록
ord-5c2b8e3ec85846b6a051d3a4ba2184fb
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04762932

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